Maui Meadows Homes with Pool

Welcome to Maui Meadows, a hidden gem nestled in the heart of Kihei, Maui. This enchanting neighborhood is renowned for its lush landscapes, breathtaking ocean views, and a tranquil atmosphere that perfectly complements the island lifestyle. With its elevated position, Maui Meadows offers residents a unique vantage point to witness stunning sunsets and the majestic silhouette of Haleakalā, making it a picturesque retreat for those seeking serenity and natural beauty.

Maui Meadows is characterized by its spacious lots and well-designed homes, many of which feature inviting swimming pools. Imagine basking in the warm Hawaiian sun, sipping your favorite drink by the poolside, and enjoying the gentle island breezes. These homes are not just residences; they are sanctuaries where you can unwind and embrace the essence of island living. The presence of private pools adds an extra layer of luxury and relaxation, perfect for entertaining friends or enjoying peaceful moments with family.

The neighborhood is conveniently located near some of Maui's best beaches, shopping, and dining options. Whether you’re looking to indulge in fresh seafood at a local restaurant or take a leisurely stroll along the sandy shores, everything you need is just a short drive away. Additionally, the community is known for its friendly atmosphere and active lifestyle, making it an ideal place for families and retirees alike.

Discover the charm of Maui Meadows, where your dream home with a pool awaits. Experience the unparalleled beauty of Maui and create lasting memories in this idyllic neighborhood. Embrace the island lifestyle today!

Newest Maui Meadows Homes with Pool

$3,060,000

3 Beds ⋅ 3 Baths ⋅ 410168 MLS ⋅ Fee Simple Tenure

Nestled in the sought-after community of Maui Meadows, this exceptional property offers breathtaking views, flexible living spaces, and resort style amenities. The main residence features 3 bedrooms and 2.5 baths. The ground level offers an open concept great room with living, kitchen, and dining areas and broad ocean views. Expansive bi-fold doors open to a spacious covered lanai. A generously sized bedroom with en-suite bath offers the option for a primary suite on the main level. An additional bedroom currently serves as an office. The upper level primary suite opens to a private lanai with serene Haleakala and ocean views. Crowning the home is a rooftop deck that offers 300 degree views from the North Shore to Lanai to Haleakala summit. Offer your guests the pool house suite. It is the ultimate in privacy, with a guest room and a full bath, plus an outdoor kitchen. There's even a large screen for enjoying movies or sports on our warm Maui nights. Relax beside the tropical pool or join a game of cornhole or bocce ball on the adjacent lawn. A detached 1 bedroom, 1 bath cottage offers additional living space or an option for rental income. Orange, mango, avocado, lime, lemon, and lilikoi are there for your enjoyment! Completed in 2022, this exceptional residence is the newest home currently available on the market in Maui Meadows. Don't miss this one! It's a gem!

3220 Waileia Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,398,000

3 Beds ⋅ 3 Baths ⋅ 410156 MLS ⋅ Fee Simple Tenure

Expansive ocean views, exceptional privacy, and peaceful half-acre setting define this single-level Hawaiiana-inspired home. Enhanced by an absence of utility wires and located along the southern border of Maui Meadows, directly above Wailea, the property is adjacent to thousands of acres of undeveloped land. Minutes from Wailea's beaches, golf, shopping, dining, and luxury resorts this very private retreat features a large swimming pool positioned for whale watching, sunsets, and exceptional night skies. This is the first time in over 30 years it is on the market, It is a lovingly maintained owner-occupied licensed BnB with numerous 5-star guest reviews. The floor plan offers seamless indoor-outdoor island living. The large private outdoor shower, tucked beneath banana trees, and a private lower drive leading to a secluded ocean-view gazebo and gardens create a uniquely Maui experience, while tropical fruit trees enhance the property's island sanctuary feel. There is possible future ohana potential, subject to buyer verification. The large ocean-view front entry/studio/office provides additional living/work space. Upgrades include: All flooring, Pool completely tiled, fully paid upfront leased photovoltaic system for energy efficiency, four Mitsubishi Split Air-conditioners, one portable A/C in office/studio. This is a rare opportunity to enjoy privacy, space, views, quiet, birdsong, and the relaxed lifestyle that makes Maui so desirable. Please enjoy the attached video tour. Listor is owner/seller and a licensed Hawaii real estate broker. The BnB license is not transferable.

620 Kumulani Dr, Kihei

Listing courtesy of International Real Estate Srvs.

$2,500,000

3 Beds ⋅ 2 Baths ⋅ 409916 MLS ⋅ Fee Simple Tenure

Discover one of Maui Meadows' hidden gems at the end of a quiet, private cul-de-sac. This beautifully updated home feels like a modern treehouse, surrounded by stunning ocean, mountain, and sunset views with no wires enjoyed from multiple lanai spaces. The main level features bright, open living, a contemporary kitchen, and a gorgeous primary suite with a soaking tub overlooking the ocean. Downstairs offers a large family room, two spacious bedrooms, abundant storage, and walk-out access to the pool, hot tub, and entertaining deck. With tropical landscaping, low-maintenance materials throughout, and an adjacent lot optionally available to the buyer, this is a rare Maui Meadows retreat offering privacy, views, and flexible living in one of South Maui's most desired neighborhoods.

3124 Nahenahe Pl, Kihei

Listing courtesy of Hawaii Life (W).

$4,500,000

5 Beds ⋅ 4 Baths ⋅ 409863 MLS ⋅ Fee Simple Tenure

E Komo Mai to Your Own Private Paradise Above Wailea As you pass through the gates at 3264 Keha Drive, a lush tropical landscape unfolds before you. Spread across nearly three-quarters of an acre in the heart of Maui Meadows, this private sanctuary welcomes you home. Every detail of this incredible multi-family estate has been designed to embrace the beauty and peacefulness of island living, while delivering the comforts and amenities of a private luxury retreat. Cascading waterfalls and a tranquil koi pond greet you upon arrival, and from the very first moment, the stage is set for an immersive Maui experience. Perched high above Wailea on the sun-warmed slopes of Haleakala, this estate commands a 180-degree panoramic view that stops you in your tracks every single time. The Pacific stretches endlessly before you, with Kaho'olawe rising from the sea to the left and Lana'i to the right, two islands framing a horizon that transforms at golden hour into something that simply cannot be described, only witnessed. This is the view that Maui is famous for, and it belongs to this home. Life here is lived looking outward from every vantage point the estate offers. Mornings begin slowly, coffee in hand, the ocean laid out below you. Evenings end with the sun dropping toward the horizon as the sky ignites in brilliant color, the trade winds moving through, each sunset an original. You will never see the same one twice. The estate is rare in both scale and versatility, offering significant square footage and a multi-structure configuration that opens up genuine possibilities. The main residence, complete with two living rooms and generous proportions, is complemented by an attached private guest suite, a separate two-bedroom rental, and an additional private guest suite. For a multi-generational family, it is the perfect gathering place. For the investor, it is an income-producing property with the rental infrastructure already in place. Outside, resort-caliber living awaits. A sparkling pool anchors the outdoor space, with a sauna, steam room, full outdoor bar, and poolside television all within reach, thoughtfully designed for quiet mornings and unforgettable gatherings alike. These spaces don't just complement the Maui lifestyle; they embody it. Over 72 solar panels paired with integrated smart home technology run quietly in the background, dramatically reducing energy costs and delivering the kind of efficiency a property of this caliber deserves. A fully electric Nissan Leaf and dedicated charging station are included, making the transition to island living as seamless as it should be. This estate is offered fully furnished and completely turnkey, perfectly suited for the island family ready to settle into something exceptional, the buyer watching another winter roll in somewhere far from here, or the investor seeking a property that works as beautifully as it looks. Bring your suitcase. Everything else is already waiting. Opportunities like this are rare. The elevation, the views, the scale, the versatility, all within one of Maui's most coveted neighborhoods. This kind of property doesn't come around often, and when it does, it doesn't last. Resort Living. Island Privacy. Endless Possibilities.

3264 Keha Dr, Kihei

Listing courtesy of eXp Realty.

$1,999,000

2 Beds ⋅ 2 Baths ⋅ 409663 MLS ⋅ Fee Simple Tenure

Welcome to your private tropical oasis in serene Maui Meadows. This remarkable and rare property spans over a 0.52-acre corner lot, offering a true resort-style experience with lush tropical landscaping that provides exceptional privacy and tranquility. This unique estate features three distinct dwellings, making it ideal for multi-generational living, rental income opportunities, or a private family compound. Situated on a corner lot, two of the dwellings are accessed through their own automatic gated entry off Mililani Place. The main residence enjoys a separate private gated entrance off Mapu Place, where the owner has enhanced the property with poured concrete and covered gazebo parking areas. The property offers abundant storage, including a standalone tool shed, additional storage space for seasonal items, and a workshop area—perfect for a DIY enthusiast. The main home features an open and airy floor plan with 2 spacious bedrooms, 2 bathrooms, and an office area. The primary suite includes a beautifully renovated outdoor shower, walk-in closet, ensuite bath, and additional storage space. High vaulted ceilings and an updated kitchen enhance the living space, which opens to a private, fenced backyard complete with a vegetable garden and irrigation system. Split A/C systems have been installed throughout for energy efficiency and customizable cooling. A large south-facing lanai overlooks the tropical grounds and pool, seamlessly extending the living space beyond the interior square footage. The charming 496 sq ft cottage is tucked among the lush gardens and offers 1 bedroom and 1 bathroom with high ceilings and a spacious lanai for indoor-outdoor living. The cottage has been tastefully updated with granite finishes, new tile, and high-end vinyl flooring throughout. Additional features include a private outdoor shower, BBQ area, its own washer and dryer, A/C, and two off-street parking spaces. The newly renovated 352 sq ft studio has been thoughtfully upgraded with marble finishes, a new tub, vanity, and flooring. The kitchen includes new cabinetry, full-size refrigerator, dishwasher, and garbage disposal. Additional highlights include high-end vinyl flooring, ample storage with a pantry and closet, a private lanai, an outdoor shower, and its own washer and dryer. Enjoy glimpses of the ocean along with stunning West Maui Mountain views. The property is also rich with mature fruit trees, including mango, tangerine, blood orange, lemon, banana, avocado, soursop, and lilikoi—perfect for those who appreciate island living and homegrown produce. This is a rare opportunity to own a versatile and private estate in one of Maui’s most desirable neighborhoods—offering the perfect blend of seclusion, flexibility, and convenience. Truly a slice of paradise. Property is being sold AS IS. Listing agent is related to the seller. Seller holds an Inactive RE License.

3161 Mapu Pl, Kihei

Listing courtesy of Island Sotheby's International Realty(W).

$2,499,000

3 Beds ⋅ 3 Baths ⋅ 409471 MLS ⋅ Fee Simple Tenure

Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence has been recently remodeled and features high ceilings, a stunning chef's kitchen designed for both everyday living and hosting, as well as a loft that can be used as an office or private retreat. This custom pole house offers 3 bedrooms and 3 bathrooms with lanai spaces that seamlessly blend indoor and outdoor living. A separate 1-bedroom, 1-bath cottage provides excellent flexibility for guests or extended family. One of the unique highlights of this property is the unobstructed ocean views with no power lines in sight, enhancing the natural beauty of the setting. This is a truly special island home you won't want to miss. The location is unbeatable—peaceful and private, yet just minutes from the world-famous beaches, resorts, restaurants, shopping and golf courses. Your own tropical paradise awaits. Main residence is being sold furnished; the ohana is unfurnished

3450 Malina Pl, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$2,500,000

4 Beds ⋅ 4 Baths ⋅ 409304 MLS ⋅ Fee Simple Tenure

A true family home offering expansive living space and room to breathe. This beautifully renovated property features tasteful finishes throughout, a large wraparound deck with great ocean and mountain views, a spacious three-car carport, and a dedicated workshop. The main home includes an extended living area that's ideal for multigenerational living generous in size and conveniently located on the main level for easy access. In addition, there's a charming two-bedroom cottage with its own carport, plus a stunning resort-style pool perfectly tucked away for maximum privacy. This property is all about seclusion and comfort an exceptional Maui retreat. Not a drive-by, as it's impossible to appreciate all the features from the street. Enjoy your own backyard oasis with mature mango, papaya, and pomelo trees providing a fresh tropical harvest.

487 Hoala Dr, Kihei

Listing courtesy of Hawaii Life (W).

$1,999,000

3 Beds ⋅ 2 Baths ⋅ 409237 MLS ⋅ Fee Simple Tenure

Privately positioned in Maui Meadows, 505 Ho'ohalahala offers exceptional space, flexibility, and privacy. Located just minutes away from resort amenities and resort beaches, this home delivers the Wailea location without the Wailea price tag. This fully fenced and gated estate provides a true sense of privacy with expansive, all usable grounds. Mature landscaping surrounds the property, reflecting the seller’s pride of ownership and years of thoughtful care. Situated on one of the larger lots in Maui Meadows, this property has been owned and cared for by the seller for decades. Ample parking accommodates multiple vehicles and there's an abundance of storage space for equipment. Perfect for a general contractor or those needing space to operate and thrive. Large pool with spacious adjacent shade cabana creates the ideal super private setting for outdoor entertaining or relaxing. The detached ohana is well separated from the main residence, offering excellent flexibility for guests or extended ohana. Well designed for multi generational living with space and tons of separation. Built in equity opportunity with lots of room to add value. Property is on a septic system eliminating future headaches. Opportunities like this don’t come around often in Maui Meadows.

505 Hoohalahala St, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$6,999,000

5 Beds ⋅ 4 Baths ⋅ 408014 MLS ⋅ Fee Simple Tenure

A rare South Maui estate — 2.118 acres in the exclusive gated community of Kaimanu Estates. This private retreat feels like living in Hana and Old Hawai‘i, surrounded by hundreds of native and fruiting trees including avocado, citrus, banana, lilikoi, guava and many more. With 4,718 sq. ft. in the main residence and a detached studio ohana, the property offers unmatched privacy and opportunity rarely found in South Maui. Just minutes away are Wailea’s world-class golf courses, resorts, fine dining, boutique shopping, and some of the best beaches in the world. Here you’ll find the perfect balance of tropical seclusion and resort-side convenience.

135 Kaimanu Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$2,549,000

3 Beds ⋅ 3 Baths ⋅ 407284 MLS ⋅ Fee Simple Tenure

Luxury Spanish Villa in Wailea, Maui. Nestled in one of Wailea’s most sought-after neighborhoods, this meticulously upgraded contemporary Spanish villa blends timeless elegance with modern comfort. Situated on over half an acre of prime real estate and boasting over 5,000 square feet of living space under roof, this estate epitomizes luxury island living with single level living, having only the third bedroom upstairs. Recently reimagined, the home has undergone extensive renovations to seamlessly combine classic Spanish architectural elements such as 2' x 4' porcelain tiles and custom Moroccan pendant in kitchen with modern-day amenities.The iconic Spanish tile roof enhances the property’s curb appeal, while the grand entry and courtyard create a stately ambiance, welcoming you to your private sanctuary. Every detail has been thoughtfully upgraded in recent years, from high-end finishes such as European Oak wood floors, Hoppe windows and doors, Thermador appliances, to state-of-the-art systems such as Mitsubishi Air Conditioning and Luxe garage doors, ensuring a home that is both stylish and functional. The expansive outdoor living spaces include a large swimming pool, an inviting pool deck, and a covered lanai—perfect for entertaining or enjoying Maui’s year-round tropical climate. The property’s elevated position at the end of a quiet cul-de-sac provides unparalleled privacy and seclusion, free from through traffic. Inside, new air conditioning systems, premium finishes, and refined touches elevate the living experience. The oversized upper deck is a true showstopper, offering breathtaking ocean views, daily sunsets over the outer islands, and seasonal whale-watching opportunities. This estate is move-in ready and waiting to welcome its next discerning homeowner to indulge in tranquility, beauty, and exclusivity with proximity to Wailea and Makena's best beaches and resorts.

3291 Waileia Pl, Kihei

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$2,400,000

3 Beds ⋅ 3 Baths ⋅ 404328 MLS ⋅ Fee Simple Tenure

Amazing ocean and West Maui Mountain views from this three bedroom, three bath pole house in Maui Meadows on a flag lot. Enjoy the pool and spa together with the spectacular views.

3300 Keha Dr, Kihei

Listing courtesy of Capitol Properties.

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.